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Dual ligand-promoted palladium-catalyzed nondirected C–H alkenylation of aryl ethers

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Abstract

Direct C–H functionalization of aryl ethers remains challenging owing to their low reactivity and selectivity. Herein, a novel strategy for nondirected C–H alkenylation of aryl ethers promoted by a dual ligand catalyst was demonstrated. This catalytic system readily achieved the highly efficient alkenylation of alkyl aryl ethers (anisole, phenetole, n-propyl phenyl ether, n-butyl phenyl ether and benzyl phenyl ether), cyclic aryl ethers (1,4-benzodioxan, 2,3-dihydrobenzofuran, dibenzofuran), and diphenyl oxides. Moreover, the proposed methodology was successfully employed for the late-stage modification of complex drugs containing the aryl ether motif. Interestingly, the compounds developed herein displayed fluorescent properties, which would facilitate their biological applications.

Graphical abstract: Dual ligand-promoted palladium-catalyzed nondirected C–H alkenylation of aryl ethers

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Article information


Submitted
05 Feb 2020
Accepted
13 Feb 2020
First published
13 Feb 2020

Chem. Commun., 2020, Advance Article
Article type
Communication

Dual ligand-promoted palladium-catalyzed nondirected C–H alkenylation of aryl ethers

B. Yin, M. Fu, L. Wang, J. Liu and Q. Zhu, Chem. Commun., 2020, Advance Article , DOI: 10.1039/D0CC00940G

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